Diamond Head Oahu

Oahu Vacation Packages

 
Oahu, "The Gathering Place," is home to Honolulu, Hawaii's largest city. Iconic Waikiki dazzles with its classic beaches, exciting nightlife and world-class cuisine. The North Shore is a surfer's paradise, home to the Banzai pipeline and scenic rainforests, offering a laid-back island style visitors are sure to enjoy. To the West, Pearl Harbor is rich in history with its WWII memorials and massive ships. Throughout the island a fusion of asian, polynesian and western culture give Oahu a flavor all its own. Enjoy the best deals to Oahu with our Hawaii vacation packages.

Hawaii – New Year, New Adventures
EXCLUSIVE FREE 5-day one-category car rental upgrade

  • For new bookings made by 03/12/23 for travel through 12/14/23
  • Waikiki, Oahu Our 4.5-St

    Lush grounds, six spectacular pools, a beachfront lagoon, waterfalls and an array of shops and restaurants are all part of the "Village" experience at this expansive resort.

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  • Waikiki, Oahu Our 4-Star

    With breathtaking views of iconic Diamond Head and steps to Waikiki Beach, experience Aloha Spirit with daily activities, regional cuisine and live entertainment at this lively hotel with an urban-Hawaiian vibe.

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  • Waikiki, Oahu Our 4.5-St

    Treat yourself to a luxury escape in Honolulu at the completely transformed Waikiki Beach Marriott Resort & Spa, a beachfront hotel with unparalleled service, thoughtful amenities and sweeping views of the Pacific Ocean.

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  • Ko Olina Resort Area, Oahu Our 5-Star

    Spacious 1, 2 & 3-bedroom villas with full kitchens ideal for large families that sleep up to 12 at this Hawaii beachfront resort.

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  • Waikiki, Oahu Our 4.5-St

    Located on the best stretch of Waikiki Beach, this trendy, sophisticated resort ushers in a new level of style to the Waikiki scene.

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  • Waikiki, Oahu Our 4.5-St

    Escape to sun, sand & surf on legendary Waikiki Beach. From the beach boys to Duke's Waikiki you experience beach life with live music and entertainment, vibrant cultural events, and accommodations overlooking iconic Waikiki Beach and Diamond Head.

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  • Ko Olina Resort Area, Oahu Our 5-Star

    Inspired by the wonders and traditions of Hawaii, Aulani has been uniquely designed for families. Accommodation options include spacious rooms, 1- and 2-bedroom suites inspired by the beauty of Hawaii.

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  • Waikiki, Oahu Our 4.5-St

    This distinctive, refined hotel presents a new vision of hospitality, combining timeless traditions with modern elegance.

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  • Waikiki, Oahu Our 3.5-St

    Experience comfort and relaxation in the heart of Waikiki at this hotel while enjoying an exceptional vacation value.

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  • Waikiki, Oahu Our 4.5-St

    Named among the Best Resorts in Hawaii in the 2021 Condé Nast Readers' Choice Awards, This newly renovated family-friendly resort is across from Waikiki Beach within easy walking to nearby shops, restaurants, and attractions.

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  • Waikiki, Oahu Our 3-Star

    Just a block from the beach, this affordable, family-friendly property features 1-bedroom condos with mountain or ocean views near shopping and restaurants.

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  • Waikiki, Oahu Our 4-Star

    This Waikiki hotel offers beautiful city and ocean views, and is close to shopping, dining and attractions.

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  • Waikiki, Oahu Our 4.5-St

    Steps from the beach, Hawaii's only handcrafted Hotel in the Heart of Waikiki. Curated by local artists and influencers, inspiring beach, culture, and art. Infused stylish hotel rooms and suites with unique personality and culture of the island.

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  • Waikiki, Oahu Our 3-Star

    This hotel is conveniently located just a block from the beach and shopping and offers a wealth of amenities.

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  • Waikiki, Oahu Our 3-Star

    Discover exceptional value at this family-friendly hotel offering 1- and 2-bedroom suites with kitchenettes in the heart of Waikiki, just five minutes from the beach.

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  • Waikiki, Oahu Our 3.5-St

    This intimate boutique hotel is set at the gateway to Waikiki, just a short walk from the beach, and offers suites and tastefully appointed rooms.

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Exclusive Hawaii Hot Deals FREE 5-Day One-Category Car Rental Upgrade Offer: Valid on new bookings made 01/02/23 – 03/12/23 for select travel 01/02/23 – 12/14/23. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Bookings receive a FREE 5-day one-category car rental upgrade. Value of 5-day car rental upgrade may not be redeemed for cash or discounted off the vacation package price. Age restrictions may apply for car rental. This entire offer is based on availability and can be modified or closed out at any time.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]